tert-Butyldimethylsilyl chloride → 4-(t-Butyldimethylsilanyloxy)-2-fluoro-5-methoxybenzaldehyde

HRID 1161536Notes

Reaction equation

HRID 1161536 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([OH:10])[C:7]([O:11][CH3:12])=[CH:6][C:3]=1[CH:4]=[O:5].[C:13]([Si:17](Cl)([CH3:19])[CH3:18])([CH3:16])([CH3:15])[CH3:14].OC1C=C(C=C(OC)C=1)C=O.Cl[Si](C(C)C)(C(C)C)C(C)C>>[Si:17]([O:10][C:8]1[C:7]([O:11][CH3:12])=[CH:6][C:3]([CH:4]=[O:5])=[C:2]([F:1])[CH:9]=1)([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:19])[CH3:18]

Participants

5

Reactant 4

HCID 28928tert-Butyldimethylsilyl chlorideHCID 139400Triisopropylsilyl chlorideHCID 5981552-Fluoro-4-hydroxy-5-methoxybenzaldehydeHCID 53145613-Hydroxy-5-methoxybenzaldehyde

Product 1

HCID 595171104-(t-Butyldimethylsilanyloxy)-2-fluoro-5-methoxybenzaldehyde

Procedure

The same procedure was carried out as in Example (4a), except that 2-fluoro-4-hydroxy-5-methoxybenzaldehyde [CAS No. 79418-77-2] and t-butylchlorodimethylsilane were used instead of respectively the 3-hydroxy-5-methoxybenzaldehyde and chlorotriisopropylsilane, to give the title compound as a colorless oil.

Sources & evidence

ORD record
ord-91883a3a973f4f9b990c1774cd676883
Source dataset
uspto-grants-2010_10
Patent number
US07816522B2

Reaction notes

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